> ## Documentation Index
> Fetch the complete documentation index at: https://rootea.es/llms.txt
> Use this file to discover all available pages before exploring further.

# Tentacle

> Verified writeups for the Tentacle machine of Hack The Box

# Tentacle

<p className="machine-summary"><span className="prompt"><code>\$ tldr</code></span> Squid + WPAD → OpenSMTPD exploit → Kerberos SSH + .k5login</p>

<div className="machine-meta">
  | ·                | ·                                                                                                                                                                           |
  | ---------------- | --------------------------------------------------------------------------------------------------------------------------------------------------------------------------- |
  | Operating system | Linux                                                                                                                                                                       |
  | Difficulty       | Hard                                                                                                                                                                        |
  | Vector           | <span className="vbadge vbadge-ad">Active Directory</span>                                                                                                                  |
  | IP               | `10.10.10.244`                                                                                                                                                              |
  | Retirement date  | 2021-06-19                                                                                                                                                                  |
  | Skills           | DNS Enumeration (dnsenum) SQUID Proxy WPAD Enumeration OpenSMTPD v2.0.0 Exploit SSH using Kerberos (gssapi) Abusing .k5login file Abusing krb5.keytab file Active Directory |
</div>

## Writeups

| Language | Author      | Format | Link                                                        |
| -------- | ----------- | ------ | ----------------------------------------------------------- |
| 🇪🇸 ES  | **S4vitar** | Vídeo  | [Open](https://www.youtube.com/watch?v=hFIWuWVIDek)         |
| 🇬🇧 EN  | **0xdf**    | Texto  | [Open](https://0xdf.gitlab.io/2021/06/19/htb-tentacle.html) |
| 🇬🇧 EN  | **IppSec**  | Vídeo  | [Open](https://www.youtube.com/watch?v=kKhuUXPmJ_o)         |

## Skill resources

Curated documentation for each technique listed in the *Skills* column above. Sources: HackTricks, GTFOBins, PortSwigger, etc.

| Skill            | Source     | Link                                                                                              |
| ---------------- | ---------- | ------------------------------------------------------------------------------------------------- |
| Active Directory | HackTricks | [Open](https://book.hacktricks.wiki/en/windows-hardening/active-directory-methodology/index.html) |

## Related skills worth mastering

Kerberoasting · AS-REP Roasting · DCSync · BloodHound · Group Policy Preferences (GPP) · GetNPUsers (Impacket)

## If you liked this machine, try

* [Querier](/en/htb/machines/windows/medio/querier) — Windows, Medium
* [Mantis](/en/htb/machines/windows/dificil/mantis) — Windows, Hard
* [Object](/en/htb/machines/windows/dificil/object) — Windows, Hard
* [Reel](/en/htb/machines/windows/dificil/reel) — Windows, Hard
* [Intelligence](/en/htb/machines/windows/medio/intelligence) — Windows, Medium

***

## Comments & tips

Did the official writeup not work? Found a smarter trick? Share it here — comments live in [GitHub Discussions](https://github.com/FFuson/HTB_Writeups/discussions).

<div className="rootea-giscus-wrap" data-giscus-term="machine:tentacle" data-giscus-lang="en" />

*Last updated: 2026-06-07*

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